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| 28/12/1958 | VV Valthermond | - | Zwolsche Boys | 2:6 (2:4) | ||
| 01/01/1959 | VV Jubbega | - | VV Oosterparkers | 4:1 (3:1) | ||
| VV Sneek | - | VV Leeuwarden | 1:2 (1:0, 1:1) aet | |||
| SC Stadskanaal | - | Velocitas Groningen | 2:3 (2:1, 2:2) aet | |||
| VV Zwartemeer | - | VV CEC | 5:0 (2:0) | |||
| 08/02/1959 | VV Neptunia | - | SC Veendam | 2:1 (1:1, 1:1) aet | ||
| 08/04/1959 | Groninger VAV | - | VV Muntendam | 9:0 (3:0) | ||
| 19/04/1959 | FVC Leeuwarden | - | vv Heerenveen | 0:5 (0:2) |
